Effects of Ammonium Lactate on 2,3-Pentanedione Formation from Lactic Acid

Tam, Man S.; Jackson, James E.; Miller, Dennis J.

doi:10.1021/ie9807250

Cited by 20 publications

(15 citation statements)

References 10 publications

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“…Adding a biogenic feedstock (as from fermentation) containing ammonium lactate reduced the PD yield signicantly, not by catalyst poisoning, but due to side reactions of ammonia with PD aer its formation. [115][116][117] The same group also disclosed a condensed phase process. 118 Briey, Miller and co-workers clearly showed that dehydration catalysis applied to LA can not only lead to acrylic acid, but as well to the high-added value ne chemical 2,3-pentanedione.…”

Section: Condensation/dehydration Into 23-pentanedionementioning

confidence: 99%

Lactic acid as a platform chemical in the biobased economy: the role of chemocatalysis

Dusselier

Wouwe

Dewaele

et al. 2013

Energy Environ. Sci.

680

601

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Upcoming bio-refineries will be at the heart of the manufacture of future transportation fuels, chemicals and materials. A narrow number of platform molecules are envisioned to bridge nature's abundant polysaccharide feedstock to the production of added-value chemicals and intermediate building blocks. Such platform molecules are well-chosen to lie at the base of a large product assortment, while their formation should be straightforward from the refined biomass, practical and energy efficient, without unnecessary loss of carbon atoms. Lactic acid has been identified as one such high potential platform. Despite its established fermentation route, sustainability issueslike gypsum waste and cost factors due to multi-step purification and separation requirementswill arise as soon as the necessary orders of magnitude larger volumes are needed. Innovative production routes to lactic acid and its esters are therefore under development, converting sugars and glycerol in the presence of chemocatalysts. Moreover, catalysis is one of the fundamental routes to convert lactic acid into a range of useful chemicals in a platform approach. This contribution attempts a critical overview of all advances in the field of homogeneous and heterogeneous catalysis and recognises a great potential of some of these chemocatalytic approaches to produce and transform lactic acid as well as some other promising a-hydroxy acids. Broader contextLactic acid is one of the top biomass derived platform chemicals, with a promising role in future bio-reneries. A wide range of catalytic transformations of lactic acid are feasible leading to the selective production of green solvents, ne chemicals, commodity chemicals and fuel precursors. Even more appealing is its role as the precursor for biodegradable PLA (polylactic acid) polymers. These polyesters have the potential to replace fossil derived plastics in particular applications, and based on life cycle analyses, they have a more positive impact on the environment. PLA can also be used in vivo and in biomedical applications. The demand for PLA and green solvents is growing and stresses the current fermentative production of lactic acid, which suffers from up-scaling and environmental issues due to concerning waste co-generation and purication steps. Novel chemocatalytic routes are under development to obtain pure lactic acid or esters directly from sugar feedstock. These mainly heterogeneous catalytic processes have potential and could lie at the heart of an evolution in lactic acid research. Once lactic acid is available at competitive prices, its use as a feedstock in a platform approach could become commercially viable, thereby providing renewable and CO 2neutral alternatives for fossil derived chemicals.

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Section: Condensation/dehydration Into 23-pentanedionementioning

confidence: 99%

Lactic acid as a platform chemical in the biobased economy: the role of chemocatalysis

Dusselier

Wouwe

Dewaele

et al. 2013

Energy Environ. Sci.

680

601

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“…Obviously, MNO3 salts should not be active species for catalytic Claisen condensation of LA into 2,3-pentanedione. Lactates transformed from reaction of MNO3 with LA are definitely acted as active species 44,49 . Next, the used catalysts were measured with CO2-TPD for characterization of catalyst′s alkalinity, and the results were shown in Fig.10.…”

Section: Evaluation Of Catalysts 321 Precursorsmentioning

confidence: 99%

Comparative Study on Catalytic Performance of the Production of 2, 3-Pentanedione from Lactic Acid Condensation over SiO<sub>2</sub>-Supported Alkali Metal Nitrates

Sun¹,

LI²,

TANG³

2016

Acta Physico-Chimica Sinica

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The production of 2,3-pentanedione from lactic acid over SiO2-supported alkali metal nitrates under various conditions was investigated. Using nitrate (NO3-) as the anion, the effect of alkali metal cations on Claisen condensation of lactic acid into 2,3-pentanedione was focused on. Among precursors such as LiNO3, NaNO3, KNO3, and CsNO3, CsNO3 displayed the best catalytic performance. Characterization of the fresh and used catalysts by X-ray diffraction (XRD) and Fourier transform infrared (FT-IR) spectroscopy revealed that all MNO3 (M = Li, Na, K, Cs) salts were transformed into alkali metal lactates during the reaction. Alkali metal lactates were identified as active species for catalytic Claisen condensation of lactic acid into 2,3-pentanedione. CO2 temperature-programmed desorption (TPD) results of the used catalysts showed that the CsNO3/SiO2 catalyst was the most alkaline. For that reason, the CsNO3/SiO2 catalyst displayed the highest catalytic performance of those examined. The effects of reaction temperature and loading amount of CsNO3 on reaction performance

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“…LA can be used as a platform molecule to produce a variety of chemicals such as acrylic acid (AA), 2,3pentanedione, acetaldehyde, propionic acid, pyruvic acid and poly-lactic acid under the given conditions including appropriate catalysts and reaction conditions. [17][18][19][20] For example, AA can be obtained through the dehydration reaction of LA, 21,22 2,3pentanedione obtained through the intermolecular condensation reaction of two molecules of LA, [23][24][25][26] acetaldehyde obtained through a decarbonylation/decarboxylation reaction of LA, [27][28][29][30] and propionic acid obtained through the deoxygenation reaction of LA. 31,32 Among these chemicals, AA has the biggest market demand (around 5.1 Â 10 6 t per year), and is widely used to produce acrylates, dispersants, polymers, and so on.…”

Section: Introductionmentioning

confidence: 99%

Ammonia promoted barium sulfate catalyst for dehydration of lactic acid to acrylic acid

Chen

Cao

et al. 2017

RSC Adv.

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Effects of Ammonium Lactate on 2,3-Pentanedione Formation from Lactic Acid

Cited by 20 publications

References 10 publications

Lactic acid as a platform chemical in the biobased economy: the role of chemocatalysis

Lactic acid as a platform chemical in the biobased economy: the role of chemocatalysis

Comparative Study on Catalytic Performance of the Production of 2, 3-Pentanedione from Lactic Acid Condensation over SiO<sub>2</sub>-Supported Alkali Metal Nitrates

Ammonia promoted barium sulfate catalyst for dehydration of lactic acid to acrylic acid

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